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Planar Organic Families
Unsaturated compounds Contain a double or a triple bond
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Alkenes Name ends in –ene Need to know up to C-4
First 3 are gases, next 1 is a liquid Insoluble in water (do not form hydrogen bonds) Soluble in organic solvents, e.g., cyclohexane Uses = plastics/polymers
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Aldehydes Have a C=O bond (carbonyl group) at the end of the carbon chain Name ends in –al Need to know up to C-4 Lower chains soluble in water – C=O bond forms hydrogen bonds with water molecules – but solubility decreases as chains grow longer Soluble in organic solvents, e.g., cyclohexane
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C=O bond is highly polar so dipole-dipole forces occur between molecules
Higher boiling points than alkanes because of these dipole-dipole forces Uses = benzaldehyde found in almond oil (gives it its scent)
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Ketones Have a C=O bond (carbonyl group) in the middle of the carbon chain Name ends in – one Need to know up to C-4 Lower chains soluble in water – C=O bond forms hydrogen bonds with water molecules – but solubility decreases as chains grow longer Soluble in organic solvents, e.g., cyclohexane
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C=O bond is highly polar so dipole-dipole forces occur between molecules
Higher boiling points than alkanes because of these dipole-dipole forces Uses = industrial solvents (propanone = acetone (nail polish remover))
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Carboxylic acids Have a C=O bond (carbonyl group) and a C-OH bond at the end of the carbon chain Name ends in – oic acid Need to know up to C-4 Lower chains soluble in water – C=O bond forms hydrogen bonds with water molecules – but solubility decreases as chains grow longer Soluble in organic solvents, e.g., cyclohexane
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Hydrogen bonds occur between molecules forming dimers
Higher boiling points than alcohols because of this hydrogen bonding Uses = salts of propanoic & butanoic acid used in food preservation, ethanoic acid used to make cellulose acetate ( photographic film, varnishes)
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Methanoic acid is in nettles & ants
Ethanoic acid is in vinegar
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Esters Have a C=O bond (carbonyl group) and a C-O bond in the middle of the carbon chain called an ester linkage Formed from a carboxylic acid and an alcohol First part of the name comes from the alcohol (right of linkage) Second part of the name comes from the carboxylic acid (left of linkage)
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Need to know up to C-4 First few members are volatile liquids (low bp) Lower chains soluble in water – C=O bond forms hydrogen bonds with water molecules – but solubility decreases as chains grow longer Soluble in organic solvents, e.g., cyclohexane Low boiling points because cannot form hydrogen bonds with each other
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Uses = fruity smells, ethyl ethanoate is an excellent solvent, polyester is a long chain of esters
Formation of esters is a condensation reaction (not an elimination reaction because no new double bond formed)
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Aromatics Contain a benzene ring
Need to know benzene, methylbenzene & ethylbenzene Insoluble in water (do not form hydrogen bonds) Soluble in organic solvents, e.g., cyclohexane
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Uses = used to a widely used solvent but is carcinogenic so no longer used
Not all aromatic compounds are carcinogenic – dyes, detergents, indicators (methyl orange & phenolphthaelin), aspirin, ibuprofen etc
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Methyl orange: Phenolphthalein:
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Aspirin: Ibuprofen:
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